Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
FC(F)(F)c1ccc(NC[C@@H]2C[C@H]3C[C@H]3CN2)nn1
InChiKey
JNORZTNJEMHVGD-VGMNWLOBSA-N
Route Signature
526d27c72825b6599d5f046b28a1d13821837e837fe73db65196b81a5abcfcec
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b318c56c6bf37f201123ac81",
"signature": "526d27c72825b6599d5f046b28a1d13821837e837fe73db65196b81a5abcfcec",
"contentHash": "cf16f39bf5a85366d58cbb9df6a40232291e0bca96ac613130f0d5c5d8b78907",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_8c29f2490661e12949eb7709",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03523",
"moleculeId": "sa_ac34a83afd492ef347a3b9f1",
"smiles": "FC(F)(F)c1ccc(NC[C@@H]2C[C@H]3C[C@H]3CN2)nn1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ac34a83afd492ef347a3b9f1",
"inchikey": "JNORZTNJEMHVGD-VGMNWLOBSA-N",
"smiles": "FC(F)(F)c1ccc(NC[C@@H]2C[C@H]3C[C@H]3CN2)nn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15175",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_ac34a83afd492ef347a3b9f1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ac34a83afd492ef347a3b9f1",
"inchikey": "JNORZTNJEMHVGD-VGMNWLOBSA-N",
"smiles": "FC(F)(F)c1ccc(NC[C@@H]2C[C@H]3C[C@H]3CN2)nn1"
},
"smiles": "FC(F)(F)c1ccc(NC[C@@H]2C[C@H]3C[C@H]3CN2)nn1",
"reactionStepId": "sa_12667b019615f8634dcbd546",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100144760A1;0247;893128\",\"rsmi\":\"CC(C)(C)OC(=O)[N:17]1[C@H:11]([CH2:10][NH:9][c:8]2[cH:7][cH:6][c:5]([C:2]([F:1])([F:3])[F:4])[n:19][n:18]2)[CH2:12][C@H:13]2[CH2:14][C@H:15]2[CH2:16]1>ClCCl.O=C(O)C(F)(F)F>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][CH2:10][C@@H:11]2[CH2:12][C@H:13]3[CH2:14][C@H:15]3[CH2:16][NH:17]2)[n:18][n:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:17]1[C@H:11]([CH2:10][NH:9][c:8]2[cH:7][cH:6][c:5]([C:2]([F:1])([F:3])[F:4])[n:19][n:18]2)[CH2:12][C@H:13]2[CH2:14][C@H:15]2[CH2:16]1>ClCCl.O=C(O)C(F)(F)F>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][CH2:10][C@@H:11]2[CH2:12][C@H:13]3[CH2:14][C@H:15]3[CH2:16][NH:17]2)[n:18][n:19]1\"}",
"reactionStep": {
"id": "sa_12667b019615f8634dcbd546",
"reactionHash": "20dad8685668fafdde0d19bdcfb8f4eed558a5d8d07d7a1ed54a0054f1cd2eea"
},
"children": [
{
"id": "15176",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_8b2b942d88d4e02cb0a3ce2d",
"parentId": "15175",
"isLeaf": false,
"molecule": {
"id": "sa_8b2b942d88d4e02cb0a3ce2d",
"inchikey": "IPXPWRRUBBUNOE-WOPDTQHZSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CNc1ccc(C(F)(F)F)nn1"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CNc1ccc(C(F)(F)F)nn1",
"reactionStepId": "sa_11e1a536fdc2606ccb87159d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100144760A1;0245;893127\",\"rsmi\":\"Cl[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[n:25][n:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][NH2:16]>CCN(C(C)C)C(C)C.CS(C)=O.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][NH:16][c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[n:25][n:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[n:25][n:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][NH2:16]>CCN(C(C)C)C(C)C.CS(C)=O.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][NH:16][c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[n:25][n:26]1\"}",
"reactionStep": {
"id": "sa_11e1a536fdc2606ccb87159d",
"reactionHash": "54ed8900a88eb3b4a77df938e6d0bfa61087bf0e3f48a0d2a3baf157d04c8180"
},
"children": [
{
"id": "15177",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_0f34d4e5e1299cd243658e1c",
"parentId": "15176",
"isLeaf": true,
"molecule": {
"id": "sa_0f34d4e5e1299cd243658e1c",
"inchikey": "AZNKQIFEMQHORS-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccc(Cl)nn1"
},
"smiles": "FC(F)(F)c1ccc(Cl)nn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15178",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_08103a496308551d659c50e9",
"parentId": "15176",
"isLeaf": false,
"molecule": {
"id": "sa_08103a496308551d659c50e9",
"inchikey": "MIEDSTJHFVGCLZ-UTLUCORTSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CN"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CN",
"reactionStepId": "sa_1eba2996bc2a71c7ce123f88",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100144760A1;0243;893126\",\"rsmi\":\"O=C1c2ccccc2C(=O)[N:16]1[CH2:15][C@H:14]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13]1>CCO.NN>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][NH2:16]\"},\"mapped_reaction_smiles\":\"O=C1c2ccccc2C(=O)[N:16]1[CH2:15][C@H:14]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13]1>CCO.NN>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][NH2:16]\"}",
"reactionStep": {
"id": "sa_1eba2996bc2a71c7ce123f88",
"reactionHash": "630a40845ee34a4f786385db38bbf8fc0ee48f68ea20b8aa149a208a72fbd93b"
},
"children": [
{
"id": "15179",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_43407bc5b4bb3893f84167ce",
"parentId": "15178",
"isLeaf": false,
"molecule": {
"id": "sa_43407bc5b4bb3893f84167ce",
"inchikey": "WBBJOTGHUGFRBC-RDBSUJKOSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CN1C(=O)c2ccccc2C1=O"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CN1C(=O)c2ccccc2C1=O",
"reactionStepId": "sa_6ad17a3686dae2f3b2478b79",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100144760A1;0241;893125\",\"rsmi\":\"O[CH2:15][C@H:14]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13]1.[NH:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][N:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]\"},\"mapped_reaction_smiles\":\"O[CH2:15][C@H:14]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13]1.[NH:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][N:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]\"}",
"reactionStep": {
"id": "sa_6ad17a3686dae2f3b2478b79",
"reactionHash": "ba7c24896e2cf3764a7666ad29354b7021ce21cdc093a81866d7937485b2903a"
},
"children": [
{
"id": "15180",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_a27085d8f0b3b7e064acdf14",
"parentId": "15179",
"isLeaf": false,
"molecule": {
"id": "sa_a27085d8f0b3b7e064acdf14",
"inchikey": "GPEQLOBKUSHCLO-UTLUCORTSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CO"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CO",
"reactionStepId": "sa_ab86b383e9e295de18852ef7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100144760A1;0239;893124\",\"rsmi\":\"CC(C)(C)[Si](c1ccccc1)(c1ccccc1)[O:16][CH2:15][C@H:14]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][OH:16]\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](c1ccccc1)(c1ccccc1)[O:16][CH2:15][C@H:14]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@@H:12]2[CH2:13][C@H:14]1[CH2:15][OH:16]\"}",
"reactionStep": {
"id": "sa_ab86b383e9e295de18852ef7",
"reactionHash": "aaa3f1031aaaf8b2e19dad1fa86c2700b3dc61f16e35c66a4959b61d34f12363"
},
"children": [
{
"id": "15181",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_475b1d7a2ba6fc363d68fbca",
"parentId": "15180",
"isLeaf": true,
"molecule": {
"id": "sa_475b1d7a2ba6fc363d68fbca",
"inchikey": "TYABDXDGGLKAFS-VJBWXMMDSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@@H]2C[C@H]1CO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15182",
"routeId": "sa_b318c56c6bf37f201123ac81",
"moleculeId": "sa_55c000779ce0b3d5072b008b",
"parentId": "15179",
"isLeaf": true,
"molecule": {
"id": "sa_55c000779ce0b3d5072b008b",
"inchikey": "XKJCHHZQLQNZHY-UHFFFAOYSA-N",
"smiles": "O=C1N=C(O)c2ccccc21"
},
"smiles": "O=C1NC(=O)c2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}